TAILOR: Workplace Transition Coaching Designed to Fit Real Life

Editor’s Note (September 2025): This article was originally published in May 2025 and has been updated for clarity and SEO optimization.

In the ACTIV framework, the TAILOR phase is where vision meets reality. This step doesn’t shrink your goals—it ensures they fit your life. After ACCESS, where you clarified what matters most, and CHOOSE, where you identified a direction aligned with your values, TAILOR brings it all into focus.

TAILOR is about creating a coaching plan that honors your responsibilities, priorities, and circumstances so you can move forward with clarity and confidence.

ACTIV: A Framework for Navigating Workplace Transitions

The ACTIV model supports individuals, leaders, and organizations through change with clarity and purpose. It includes five phases:

• ACCESS – Reconnect with your values, motivations, and deeper goals to uncover what truly matters.

• CHOOSE – Make intentional decisions that reflect who you are and where you want to go in your workplace transition.

• TAILOR – Shape the coaching process to your evolving needs, strengths, and preferences.

• IMPLEMENT – Take action with clarity and confidence, putting your chosen path into motion.

• VALIDATE – Reflect on progress, celebrate wins, and refine the plan to stay aligned with your goals.

  
  

Every ACTIV phase builds on the last. But it all begins with ACCESS—where reflection turns into direction.

👉 Why TAILOR Matters in Workplace Transition Coaching

Workplace transitions are rarely simple. A career change or organizational shift often comes with competing demands and unexpected obstacles. Many coaching models offer rigid formulas—five steps, one process, one playbook. But life isn’t one-size-fits-all.

The TAILOR phase sets ACTIV apart because it ensures personalization at the core of your coaching plan. In this phase, you take the time to weigh your real-life circumstances. You weigh your values and your priorities. Instead of following someone else’s answers, you uncover your own and design a path that works for you. That fit creates momentum—the key to moving forward instead of getting blocked at the start.

What TAILORing Looks Like in Coaching

TAILORing is about aligning your coaching experience with the realities of your life. Not the ideal version but the real one you live every day. Together, we explore how your values connect to your chosen path, how your responsibilities shape your next steps, and which priorities will guide your progress.

Our Coaching process, known as Guided Exploration, is client-led and coach-supported. You decide your pace. You determine where to begin and the direction that feels right for you. Whether you start small or go big, the key is making sure the plan reflects your life. When your strategy fits, progress becomes both possible but deeply meaningful.

🚀 TAILORing Builds Momentum

Progress is contagious. When you see even small wins from a plan that fits your life, confidence grows, and motivation follows. Sustainable growth doesn’t come from forcing a perfect plan. Progress comes from shaping a strategy flexible enough to work in real time, with real life in mind.

➡️Case Study: John’s Crazy Socks – A Business Tailored to Purpose

In 2016, just out of high school, John Cronin co-founded John’s Crazy Socks with his father, Mark. Their mission was simple: spread happiness through socks and show what people with differing abilities can achieve. Instead of chasing fast growth, they tailored their business to reflect their values, pace, and purpose.

More than half of their employees have a disability. John became the joyful face of the company while Mark built the sustainable structure behind it. The result? Over $15 million in revenue, 2 million orders shipped, 88 countries reached, and nearly $800,000 donated to charity (Entrepreneur, NY Post, 2024).

Their success proves what the TAILOR phase teaches: growth that lasts comes from a plan aligned with who you are and what matters most.

TAILOR at the Organizational Level

The TAILOR phase isn’t only for individuals—it scales powerfully to teams and organizations. In workplace transitions, the biggest risk is adopting a one-size-fits-all plan that ignores real dynamics. Through Guided Exploration, ACTIV helps leaders and groups co-create strategies that reflect their unique culture, goals, and constraints. By TAILORing around both vision and reality, organizations can build alignment, achieve early wins, and generate the momentum needed to move through change with confidence.

💡 Final Thoughts: Designed for You

The TAILOR phase is the heart of personalization in the ACTIV framework. It’s where coaching shifts from theory to practice, from “what could be” to “what works for you.” By honoring your goals and your realities, Guided Exploration helps you create a coaching plan that builds momentum, prevents stall-outs, and keeps you moving forward with clarity and purpose.

You’re not just preparing to leap—you’re designing the landing so it’s solid when you do.

📞 Ready to shape a strategy that fits your life or your organization? Reach out today for a free 15-minute consultation and take the first step toward a coaching journey designed just for you.

📌 What’s Next?

Once your plan is TAILORed, it’s time to take action. The next phase of the ACTIV framework is IMPLEMENT. We’ll focus on how to follow through, stay intentional, and put your plan into motion.

Stay tuned.

ACTIV: A Framework for Navigating Workplace Transitions

🔹 ACCESS → 🔹 CHOOSE → ✅ TAILOR   →   IMPLEMENT → VALIDATE